1-(Bromomethyl)-3-chlorobenzene → HCID 6456163, compound

HRID 1291140Notes

Reaction equation

HRID 1291140 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Cl:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12]Br>CN(C)C=O>[Cl:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH2:12][N:5]1[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 698381-(Bromomethyl)-3-chlorobenzeneHCID 79341Piperidin-4-ol

Product 1

HCID 6456163HCID 6456163, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.202 g (0.002 mol) of 4-hydroxypiperidine and 0.55 9 (0.0022 mol) of 3-chlorobenzyl bromide were dissolved in 5 ml of dimethylformamide and stirred at room temperature for 2 hrs. The solvent was distilled off and the residue was taken up in dichloromethane and washed with saturated bicarbonate solution and sodium chloride solution. The organic phase was dried over sodium sulfate and concentrated. 0.50 g (99%) of 1-(3-chloro-benzyl)-piperidin-4-ol was obtained as a colorless oil.

Workup

  1. distillationThe solvent was distilled off
  2. washwashed with saturated bicarbonate solution and sodium chloride solution
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-a5242a4762774e769fbc8b7abef44f74
Source dataset
uspto-grants-1998_05
Patent number
US05753679

Reaction notes

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